4,8-dithiaundecane-2,10-dione dioxime | 863480-73-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,8-dithiaundecane-2,10-dione dioxime
• 英文别名: DtudH2；N-[1-[3-(2-hydroxyiminopropylsulfanyl)propylsulfanyl]propan-2-ylidene]hydroxylamine
• CAS: 863480-73-3
• 化学式: C₉H₁₈N₂O₂S₂
• 分子量: 250.386
• InChiKey: HITXZOHFMXJJMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  15.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  65.18
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 4,8-dithiaundecane-2,10-dione dioxime 、 copper(II) perchlorate 在 sodium acetate 作用下， 以 甲醇 为溶剂， 以86.3%的产率得到[Cu(DtudH)]2(ClO4)2*2CH3OH
  参考文献：
  名称：

  Copper(II) complexes of tetradentate thioether-oxime ligands

  摘要：

  Two dinuclear copper(II) thioether-oxime complexes ([Cu(DtdoH)](2)(ClO4)(2) and [Cu(DtudH)](2)(ClO4)(2) (.) 2CH(3)OH) have been synthesized. [Cu(DtdoH)]2(ClO4)2 reacted with excess BF3 (.) OEt2 to yield [Cu(Thyclops)]ClO4, a BF2+-macrocyclized di-oxime. [Cu(DtdOH)](2)(ClO4)(2) and [Cu(DtudH)](2)(ClO4)(2) (.) 2CH(3)OH are the first representatives of copper(H) thioether oximes which exhibit the classical out-of-plane oximate oxygen-metal dimer structure. [Cu(DtdoH)](2)(ClO4)2 and [Cu(Thyclops)]ClO4 have been structurally characterized by single-crystal X-ray diffraction. The geometry about each copper(H) in [Cu(DtdoH)](2)(ClO4)2 is a distorted square pyramid (tau = 0.14). The average copper-nitrogen(oxime) bond length is 1.984 angstrom longer (similar to 0.03 angstrom) than the average copper-nitrogen(oxime) bonds in copper(II) bis-glyoximates. The geometry of [Cu(Thyclops)]ClO4 reveals an almost perfect square pyramid (tau = 0.03) of N2S2O donors. Solution, cryogenic glass, and powder ESR spectra show a typical axial pattern, except for the powder spectrum of [Cu(DtudH)](2)(ClO4)2 (.) 2CH(3)OH which displays a small rhombic distortion. Variable-temperature magnetic susceptibility measurements indicate very weak ferromagnetic interactions in [Cu(DtdoH)](2)(ClO4)2, where J = +0.52 cm(-1) and very weak antiferromagnetic interactions in [Cu(DtudH)](2)(ClO4)2 (.) 2CH(3)OH, where J = -0.59 cm(-1). Electrochemical measurements reveal that the mixed thioether-oxime coordination environment tends to stabilize Cu(II), as all electrochemical reductions were quasi-reversible or irreversible. [Cu(thyclops)]ClO4 is more oxidizing than [Cu(DtdoH)](2)(ClO4)2 by 0.14 V. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.04.038

文献信息

• Copper(II) complexes of tetradentate thioether-oxime ligands
  作者：Michael J. Prushan、Anthony W. Addison、Raymond J. Butcher、Laurence K. Thompson

  DOI：10.1016/j.ica.2005.04.038

  日期：2005.8

  Two dinuclear copper(II) thioether-oxime complexes ([Cu(DtdoH)](2)(ClO4)(2) and [Cu(DtudH)](2)(ClO4)(2) (.) 2CH(3)OH) have been synthesized. [Cu(DtdoH)]2(ClO4)2 reacted with excess BF3 (.) OEt2 to yield [Cu(Thyclops)]ClO4, a BF2+-macrocyclized di-oxime. [Cu(DtdOH)](2)(ClO4)(2) and [Cu(DtudH)](2)(ClO4)(2) (.) 2CH(3)OH are the first representatives of copper(H) thioether oximes which exhibit the classical out-of-plane oximate oxygen-metal dimer structure. [Cu(DtdoH)](2)(ClO4)2 and [Cu(Thyclops)]ClO4 have been structurally characterized by single-crystal X-ray diffraction. The geometry about each copper(H) in [Cu(DtdoH)](2)(ClO4)2 is a distorted square pyramid (tau = 0.14). The average copper-nitrogen(oxime) bond length is 1.984 angstrom longer (similar to 0.03 angstrom) than the average copper-nitrogen(oxime) bonds in copper(II) bis-glyoximates. The geometry of [Cu(Thyclops)]ClO4 reveals an almost perfect square pyramid (tau = 0.03) of N2S2O donors. Solution, cryogenic glass, and powder ESR spectra show a typical axial pattern, except for the powder spectrum of [Cu(DtudH)](2)(ClO4)2 (.) 2CH(3)OH which displays a small rhombic distortion. Variable-temperature magnetic susceptibility measurements indicate very weak ferromagnetic interactions in [Cu(DtdoH)](2)(ClO4)2, where J = +0.52 cm(-1) and very weak antiferromagnetic interactions in [Cu(DtudH)](2)(ClO4)2 (.) 2CH(3)OH, where J = -0.59 cm(-1). Electrochemical measurements reveal that the mixed thioether-oxime coordination environment tends to stabilize Cu(II), as all electrochemical reductions were quasi-reversible or irreversible. [Cu(thyclops)]ClO4 is more oxidizing than [Cu(DtdoH)](2)(ClO4)2 by 0.14 V. (c) 2005 Elsevier B.V. All rights reserved.